2238 Upper Michigan Road, Pittsfield, VT, 05762

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$745,000
73 Days On Site

2238 Upper Michigan Road
Pittsfield, VT 05762

For Sale|Single Family Residence|Active Under Contract
3
Beds
2
Total Baths
1
Full Bath
1
Partial Bath
2,034
SqFt
$366
/SqFt
1825
Built
County:
Rutland
Listing courtesy of Kyle Kershner of Killington Pico Realty
Call Now: 603-392-7145
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603-392-7145
2238 Upper Michigan Road2238 Upper Michigan Road2238 Upper Michigan Road2238 Upper Michigan Road
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Tucked away at the end of Upper Michigan Road on 54.4 private acres bordering the Green Mountain National Forest, this remarkable 1825 Vermont farmhouse offers breathtaking long-range mountain views in an unforgettable setting. Rich in authentic character, the home showcases rustic knotty pine walls, exposed hand-hewn beams, wide plank floors, and a fieldstone fireplace hearth. The home's low ceilings and gently uneven floors are not imperfections — they are reminders of a time when homes were built by hand and meant to last. A thoughtfully designed addition in 1996 blends seamlessly with the original home, providing modern comfort with a spacious primary bedroom featuring 10-foot ceilings and custom built-ins, a guest bedroom, and a beautifully updated full bath. The expansive living area offers inviting spaces to gather around the woodstove, enjoy movie nights, or relax with family and friends. The vintage-inspired kitchen and dining area, with vaulted ceilings, warm pine finishes, and a picnic-style dining table, is ideal for casual entertaining. Upstairs, two additional guest bedrooms and a powder room provide comfortable accommodations. Outside, more than 30 acres of managed woodland extend along both sides of the town road, complemented by open lawns, mature perennial gardens, and endless opportunities to enjoy the spectacular southern views. A detached two-car garage with overhead storage provides ample space for vehicles and outdoor gear. Snowmobiling, ATV riding, hiking, mountain biking, and snowshoeing are all accessible directly from the property. A state wastewater permit for an additional three-bedroom home offers exceptional flexibility for future expansion or a family compound. This is a rare opportunity to own a legacy Vermont property where history, privacy, recreation, and extraordinary natural beauty come together.

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Listing Snapshot
Price 
$745,000
Days On Site 
73 Days
Bedrooms 
3
Inside Area (SqFt) 
2,034 sqft
Total Baths 
2
Full Baths 
1
Partial Baths 
1
Lot Size 
54.4 Acres
Year Built 
1825
MLS® Number 
5097001
Status 
Active Under Contract
Property Tax 
$6,310.08
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 months agoListing updated with changes from the MLS®
2 months agoStatus changed to Active Under Contract
2 months agoListing first seen on site
General Features
Acres 
54.4
Foundation 
Stone
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
1
Parking 
GravelDrivewayGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Above 
2034
SqFt Total 
2034
Style 
AntiqueCapeFarmhouse
Water Source 
WellPrivate
Zoning 
None
Interior Features
Appliances 
DryerRefrigeratorWasherElectric Range
Basement 
Crawl SpaceDirt Floor
Electric 
Circuit Breakers
Flooring 
CarpetVinylCombinationSoftwood
Heating 
BaseboardHot WaterWoodWood Stove
Interior 
Natural Woodwork
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Exterior Features
Lot Features 
WoodedLandscaped
Roof 
Shingle
Waterfront Features 
Pond
Schools
School District
Unknown
Elementary School
Choice
Middle School
Choice
High School
Choice
Listing courtesy of Kyle Kershner of Killington Pico Realty



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Last checked: 2026-09-08 01:27 PM UTC
Neighborhood & Commute
Source: Walkscore
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